Z-selective cross metathesis with 3(E)-1,3-dienes

Abstract

A method for olefin metathesis between 3(E)-1,3-dienes and terminal olefins is described. The method employs a recently reported ruthenium-based catalyst contg. a cyclometalated NHC ligand and takes advantage of its pronounced selectivity for terminal olefins in the presence of internal E-olefins. A wide variety of functional groups can be tolerated. Applications of the reaction include direct synthesis of insect pheromones from commerical precursor.

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